Pyridine-2-carbonitrile → HCID 178510327, compound

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Reaction Steps

0.2 ml triethylamine is added to a solution of 260 mg of the product of step 1 in 5 ml methanol. To this solution a solution of 219 mg 2-(5-Piperidin-[1,2,4]triazol-3-yl)pyridine*2HCl (prepared from tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate and pyridine-2-carbonitrile according to a procedure described in U.S. Pat. No. 4,011,218 or WO2005100344) in 5 ml DMF is added, followed by 0.091 ml glacial acetic acid and 127 mg NaBH(OAc)3. The resulting mixture is stirred at room temperature. Additional portions of 2 equivalents NaBH(OAc)3 are added after 1.5, 3 and 4 hours. The solvent is removed by evaporation after 6 h and the residue is purified by chromatography on silica gel (dichloromethane/methanol) to yield the desired compound.

Provenance & Evidence